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Au–Pd based catalytic systems are a unique couple due to the carbophilic Lewis acidity of Au and the redox properties of Pd. To gain more insight into this bimetallic couple, a synthetic and mechanistic investigation was conducted. As key substrates, ynamides (N-alkynyl allyloxycarbamates and N-alkynyl ethyloxycarbamates) were used. Essential for the mechanistic part was the isolation of the organogold(I) intermediate to validate the proposed mechanism. In total, 18 polysubstituted oxazolones and 12 organogold(I) complexes were synthesized.

The continuous flow synthesis of a model phenothiazine antipsychotic is presented herein, using 3-chloropropionyl chloride as a central building block. The basic phenothiazine-derived scaffold is (atom)-efficiently and mildly synthesized with the aim to present continuous flow technology as a contributor to fast and efficient syntheses of challenging APIs, that are nowadays experiencing supply disruptions and global shortages.

Pyrazoles are important heterocyclic compounds with a broad range of biological activities. A new procedure toward tri- or tetrasubstituted pyrazoles has been developed, via a one-pot gold catalyzed synthesis from hydrazines with alkynyl aldehydes or ketones. The reaction proceeds through consecutive hydrazone formation, 5-endo-dig cyclization and an aza-Claisen rearrangement resulting in the desired polysubstitued pyrazoles.

Chitosan is the deacetylated form of chitin, a biopolymer that can be obtained from various waste streams and shows antimicrobial activity against different fungi, gram positive and gram negative bacteria. Although chitosan has been studied for years, many aspects remain unclear. This review gives an overview of the antimicrobial activity of chitosan and novel chitosan derivatives of the last 15 years. The most important parameters (molecular weight, degree of deacetylation, etc.) are discussed along with a status update on the mode of action of chitosan.

For the synthesis of m-sulfamoylbenzamide analogues, small molecules which are known for their bioactivity, a chemoselective procedure has been developed starting from m-(chlorosulfonyl)benzoyl chloride. Although a chemoselective process in batch was already reported, a continuous-flow process reveals an increased selectivity at higher temperatures and without catalysts. In total, 15 analogues were synthesized, using similar conditions, with yields ranging between 65 and 99%. This is the first automated and chemoselective synthesis of m-sulfamoylbenzamide analogues.

Petroselinic acid, a positional isomer of oleic acid, was isolated from the vegetable oil of Coriandrum sativum fruits. This uncommon fatty acid was subsequently used as substrate for sophorolipid fermentation with a Starmerella bombicola lactone esterase overexpression (oe sble) strain. A petroselinic acid based diacetylated sophorolipid lactone was obtained in high purity without incorporation of de novo synthesized fatty acids such as oleic acid. A total production of 40 g/L was obtained. The petroselinic acid based sophorolipid lactone was subsequently hydrolyzed towards the petroselinic acid based sophorolipid acid. For both compounds, their critical micelle concentration (CMC) and corresponding surface tension were compared to their oleic acid based counterparts. Both petroselinic acid based sophorolipids displayed a much lower CMC value than their oleic acid based counterparts, although their minimal surface tension was the same. Besides, the sophorolipid fermentation product was chemically modified towards a novel C12 sophorolipid aldehyde. This derivative constitutes an interesting building block for further modification towards new-to-nature sophorolipids with high potential for self-assembly applications. Electronic supplementary material The online version of this article (doi:10.1186/s13568-016-0199-7) contains supplementary material, which is available to authorized users.